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Volumn , Issue 24, 2008, Pages 3967-3973

Organocatalytic domino Michael-aldol reaction of ketones and α,β-unsaturated trifluoromethyl ketones

Author keywords

Bicyclic compounds; Cyclizations; Domino reactions; Organocatalytic; Trifluoromethyl

Indexed keywords

CYCLIZATION; ORGANIC COMPOUNDS; REACTION KINETICS;

EID: 58149332684     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-0028-1083255     Document Type: Article
Times cited : (24)

References (54)
  • 9
    • 33646389079 scopus 로고    scopus 로고
    • Soloshonok, V. A, Ed, American Chemical Society: Washington DC
    • (a) Prakash, G. K. S.; Hu, J. In Fluorine-Containing Synthons; Soloshonok, V. A., Ed.; American Chemical Society: Washington DC, 2005, 16-56.
    • (2005) Fluorine-Containing Synthons , pp. 16-56
    • Prakash, G.K.S.1    Hu, J.2
  • 10
    • 33646389079 scopus 로고    scopus 로고
    • Soloshonok, V. A, Ed, American Chemical Society: Washington DC
    • (b) Langlois, B. R.; Billard, T. In Fluorine-Containing Synthons; Soloshonok, V. A., Ed.; American Chemical Society: Washington DC, 2005, 57-86.
    • (2005) Fluorine-Containing Synthons , pp. 57-86
    • Langlois, B.R.1    Billard, T.2
  • 11
    • 11144341001 scopus 로고    scopus 로고
    • For reviews on enantiomeric synthesis of trifluoromethyl tertiary alcohols by trifluoromethylation reaction, see: (c) Ma, J.-A, Cahard, D. Chem. Rev. 2004, 104, 6119
    • For reviews on enantiomeric synthesis of trifluoromethyl tertiary alcohols by trifluoromethylation reaction, see: (c) Ma, J.-A.; Cahard, D. Chem. Rev. 2004, 104, 6119.
  • 18
    • 15644370082 scopus 로고    scopus 로고
    • For enantiomeric synthesis of trifluoromethyl tertiary alcohols from trifluoromethyl ketones, see: (f) Pierce, M. E.; Parsons, R. L. Jr.; Radesca, L. A.; Lo, Y. S.; Silverman, S.; Moore, J. R.; Islam, Q.; Choudhury, A.; Fortunak, J. M. D.; Nguyen, D.; Morgan, C.; Luo, S. J.; Davis, W. P.; Confalone, P. N.; Chen, C.-Y.; Tillyer, R. D.; Frey, L.; Tan, L.; Xu, F.; Zhao, D.; Thompson, A. S.; Corley, E. G.; Grabowski, E. J. J.; Reamer, R.; Reider, P. J. J. Org. Chem. 1998, 63, 8536.
    • For enantiomeric synthesis of trifluoromethyl tertiary alcohols from trifluoromethyl ketones, see: (f) Pierce, M. E.; Parsons, R. L. Jr.; Radesca, L. A.; Lo, Y. S.; Silverman, S.; Moore, J. R.; Islam, Q.; Choudhury, A.; Fortunak, J. M. D.; Nguyen, D.; Morgan, C.; Luo, S. J.; Davis, W. P.; Confalone, P. N.; Chen, C.-Y.; Tillyer, R. D.; Frey, L.; Tan, L.; Xu, F.; Zhao, D.; Thompson, A. S.; Corley, E. G.; Grabowski, E. J. J.; Reamer, R.; Reider, P. J. J. Org. Chem. 1998, 63, 8536.
  • 20
    • 0034654216 scopus 로고    scopus 로고
    • List, B.; Lerner, R. A.; Barbas, C. F. III J. Am. Chem. Soc. 2000, 122, 2395.
    • (a) List, B.; Lerner, R. A.; Barbas, C. F. III J. Am. Chem. Soc. 2000, 122, 2395.
  • 23
    • 0034812506 scopus 로고    scopus 로고
    • Sakthivel, K.; Notz, W.; Bui, T.; Barbas, C. F. III J. Am. Chem. Soc. 2001, 123, 5260.
    • (d) Sakthivel, K.; Notz, W.; Bui, T.; Barbas, C. F. III J. Am. Chem. Soc. 2001, 123, 5260.
  • 25
    • 5344280764 scopus 로고    scopus 로고
    • Angew. Chem. 2003, 115, 2891.
    • (2003) Angew. Chem , vol.115 , pp. 2891
  • 26
    • 0034750244 scopus 로고    scopus 로고
    • For reviews, see: f
    • For reviews, see: (f) List, B. Synlett 2001, 1675.
    • (2001) Synlett , pp. 1675
    • List, B.1
  • 27
  • 29
    • 4143114533 scopus 로고    scopus 로고
    • Notz, W.; Tanaka, F.; Barbas, C. F. III Acc. Chem. Res. 2004, 37, 580.
    • (i) Notz, W.; Tanaka, F.; Barbas, C. F. III Acc. Chem. Res. 2004, 37, 580.
  • 36
    • 84981886574 scopus 로고
    • For organocatalytic domino Michael-aldol reactions, see: a
    • For organocatalytic domino Michael-aldol reactions, see: (a) Eder, U.; Sauer, G.; Wiechert, R. Angew. Chem., Int. Ed. Engl. 1971, 10, 496.
    • (1971) Angew. Chem., Int. Ed. Engl , vol.10 , pp. 496
    • Eder, U.1    Sauer, G.2    Wiechert, R.3
  • 44
    • 33747594792 scopus 로고    scopus 로고
    • For sulfa-Michael-aldol reaction, see: i
    • For sulfa-Michael-aldol reaction, see: (i) Wang, W.; Li, H.; Wang, J.; Zu, L. J. Am. Chem. Soc. 2006, 128, 10354.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 10354
    • Wang, W.1    Li, H.2    Wang, J.3    Zu, L.4
  • 48
    • 58149360179 scopus 로고    scopus 로고
    • Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication nos. CCDC 619907 (2a, CCDC 665816 (2m) and CCDC 665817 (2r, Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: +44(1223)336033 or e-mail: deposit@ccdc.cam.ac.uk
    • Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication nos. CCDC 619907 (2a), CCDC 665816 (2m) and CCDC 665817 (2r). Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: +44(1223)336033 or e-mail: deposit@ccdc.cam.ac.uk].
  • 52
    • 58149341473 scopus 로고    scopus 로고
    • Betancort, J. M.; Sakthivel, K.; Thayumanavan, R.; Tanaka, F.; Barbas, C. F. III Synthesis 2004, 1509.
    • (c) Betancort, J. M.; Sakthivel, K.; Thayumanavan, R.; Tanaka, F.; Barbas, C. F. III Synthesis 2004, 1509.
  • 53
    • 33646142092 scopus 로고    scopus 로고
    • Mase, N.; Watanabe, K.; Yoda, H.; Takabe, K.; Tanaka, F.; Barbas, C. F. III J. Am. Chem. Soc. 2006, 128, 4966.
    • (d) Mase, N.; Watanabe, K.; Yoda, H.; Takabe, K.; Tanaka, F.; Barbas, C. F. III J. Am. Chem. Soc. 2006, 128, 4966.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.